After college, Flynn moved to
Riverside, Iowa, where he established and edited the
Riverside Leader and studied law. He was admitted to the Iowa
bar association in 1882 and commenced
practice in
Kiowa, Kansas. There, he was the publisher of the
Kiowa Herald and served as first
postmaster of Kiowa from December 5, 1884, to July 17, 1885. He would then serve as the Kiowa
city attorney from 1886 to 1889. Flynn then moved to
Oklahoma Territory where he served as the postmaster of
Guthrie from April 4, 1889, to December 20, 1892. A
Republican, he was an unsuccessful candidate for election as the Territorial Delegate to the United States House of Representatives in 1890. He ran again and was elected as the
Territorial Delegate to the
Fifty-third Congress and began his term on March 4, 1893 and was reelected in 1894. Flynn was an unsuccessful candidate for reelection in 1896. Flynn ran for office again in 1898 and was elected to the
Fifty-sixth Congress. His term began on March 4, 1899 and he was reelected on 1900. Nominated but declining to be a candidate for reelection in 1902, he left office when his term ended on March 3, 1903. He resumed private practice in
Oklahoma City in 1904. He was an unsuccessful Republican candidate for election to the
United States Senate in 1908, losing to the Democratic candidate,
Thomas P. Gore. He was considered for the position of Secretary of the Interior under President
William Howard Taft. He served as a delegate to the
Republican National Convention in 1912, his last participation in politics. Dennis T. Flynn was Oklahoma’s first
Republican National Committeeman and served as Guthrie, Oklahoma’s first postmaster soon after he arrived in the Land Run of 1889. The great-grandchild of Dennis Flynn, William Flynn Martin, was the special assistant to Ronald Reagan and United States Deputy Secretary of Energy. ==Death==